Oxazoline additives useful in oleaginous compositions

Abstract

Oxazoline reaction products of hydrocarbon substituted dicarboxylic acid, ester, or anhydride, for example octadecenylsuccinic anhydride, with 2,2-disubstituted-2-amino-1-alkanols, such as tris-hydroxymethylaminomethane (THAM), and their derivatives are useful additives in oleaginous compositions, such as sludge dispersants for lubricating oil, or anti-rust agents for gasoline.

What is claimed is: 
     
       1. A lubricating oil composition comprising: a major amount of lubricating oil and 0.1 to 10 wt. % of bis-oxazoline of a molar proportion of a hydrocarbon-substituted C 4  -C 10  mono unsaturated dicarboxylic acid material selected from the group consisting of dicarboxylic acid, ester and anhydrides thereof, having from about 8 to 49 carbon atoms in said hyrocarbon substituent; reacted with about two molar proportions of a 2,2-disubstituted-2-amino-1-alkanol having 2 to 3 hydroxy groups and containing a total of 4 to 8 carbons of the formula: ##STR4## wherein X is alkyl or hydroxy alkyl, said alkyl groups having 1 to 3 carbon atoms, and at least one of said X is a hydroxy alkyl group of the structure --(CH 2 ) n  OH where n is 1 to 3; at a temperature in the range of about 140 to 240° C. for about 1/2 to 24 hours with the removal of about three molar proportions of water to thereby produce said bis-oxazoline having the structure ##STR5## wherein R is said hydrocarbon substituent and X is as defined above. 
     
     
       2. A composition according to claim 1, wherein said hydrocarbon-substituted dicarboxylic acid material is alkenyl succinic anhydride. 
     
     
       3. A composition according to claim 2, wherein said amino-1-alkanol is 2-amino-2-methyl-1propanol. 
     
     
       4. A composition according to claim 2, wherein said amino-1-alkanol is tris-hydroxy-methylaminomethane. 
     
     
       5. A composition according to claim 1, wherein said time is about 2 to 8 hours. 
     
     
       6. An additive concentrate comprising: a major amount of mineral lubricating oil in the range of 98 to 45 parts by weight, 2 to 45 parts by weight of bisoxazoline of a molar proportion of a hydrocarbon-substituted C 4  -C 10  mono unsaturated dicarboxylic acid material selected from the group consisting of dicarboxylic acid, ester and anhyrides thereof; having from about 8 to 49 carbon atoms in said hydrocarbon substituent; reacted with about two molar proportions of a 2,2-disubstituted-2-amino-1-alkanol having 2 to 3 hydroxy groups and containing a total of 4 to 8 carbons of the formula: ##STR6## wherein X is alkyl or hydroxy alkyl, said alkyl groups having 1 to 3 carbon atoms, and at least one of said X is a hydroxy alkyl group of the structure --(CH 2 ) n  OH where n is 1 to 3; at a temperature in the range of about 140° to 240° C. for about 1/2 to 24 hours with the removal of about three molar proportions of water to thereby produce said bis-oxazoline having the structure ##STR7## wherein R is said hydrocarbon substituent and X is as defined above. 
     
     
       7. A concentrate according to claim 6, wherein said hydrocarbon substituted dicarboxylic acid is alkenyl succinic anhyride. 
     
     
       8. A concentrate according to claim 7, wherein said amino alcohol is 2-amino-2-methyl-1-propanol. 
     
     
       9. A composition according to claim 7, wherein said amino alcohol is tris-hydroxy-methylaminomethane. 
     
     
       10. A composition according to claim 6, wherein said temperature is about 170° to 220° C. and said time is about 2 to 8 hours.